Latanoprost acid

CAS No:
41639-83-2

Molecular Formula：

C23H34O5

Molecular Weight：

390.51

Storage:

Store in a tightly closed container in a cool, dry，Protect from moisture and direct sunlight.

Synonyms:

Latanoprost free acid
(5Z)-7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}-5-heptenoic acid
EJ85341990
6441636
CHEBI:63925
CHEMBL1050
MFCD08056084

IUPAC Name:

(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoic acid

InChIKey:

HNPFPERDNWXAGS-NFVOFSAMSA-N

InChI:

InChI=1S/C23H34O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,18-22,24-26H,2,7,10-16H2,(H,27,28)/b6-1-/t18-,19+,20+,21-,22+/m0/s1

SMILES:

C1[C@H]([C@@H]([C@H]([C@H]1O)C/C=C\CCCC(=O)O)CC[C@H](CCC2=CC=CC=C2)O)O

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Technical Data

Appearance	Light yellow to brown liquid
Identification	NMR HPLC
Purity	≥95%

Description

Latanoprost acid, an analog of prostaglandin (PG) F2α, is an selective prostanoid receptor (FP) agonist that specifically activates the FP-PG receptor. Latanoprost acid inhibits RANKL-induced osteoclastgenesis and function by inhibiting ERK, AKT, JNK, and p38 cascade, following by the c-fos/NFATc1 pathway. Latanoprost acid is a medication which works to lower pressure inside the eyes.

Safety Information

GHS

Pictogram:

GHS08 GHS06

Signal Word:

Danger

Hazard Statements:

H301 (33.3%): Toxic if swallowed [Danger Acute toxicity, oral]
H360 (33.3%): May damage fertility or the unborn child [Danger Reproductive toxicity]
H361 (33.3%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]

Precautionary Statements:

P203: Obtain, read, and follow all safety instructions before use.
P264: Wash hands thoroughly after handling.
P270: Do not eat, drink or smoke when using this product.
P280: Wear protective gloves/protective clothing/eye protection/face protection.
P301+P316: IF SWALLOWED: Get emergency medical help immediately.
P318: IF exposed or concerned: Get medical advice/attention.
P330: Rinse mouth.
P405: Store locked up.

References

1. Weinreb RN, et al. Effects of prostaglandins on the aqueous humor outflow pathways. Surv Ophthalmol. 2002 Aug;47 Suppl 1:S53-64.

2. Xu X, et al. The prevention of latanoprost on osteoclastgenesis in vitro and lipopolysaccharide-induced murine calvaria osteolysis in vivo. J Cell Biochem. 2018 Jun;119(6):4680-4691.

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